Co-Founder & CEO - AI Benefits & InsureTech

FutureSight; Canada; On-site; CAD 150,000 - 230,000; Full time

Benefits offered by this job

Significant equity stake

Full P/L ownership

Daily engagement with team

Job summary

A pioneering tech firm in Canada is seeking a visionary Founding CEO to lead the launch of an AI-powered data infrastructure for the employee benefits sector. The role entails winning customers through pilots, building and launching the product, and leading fundraising efforts to secure capital. Candidates should have strong B2B SaaS experience, a track record in fundraising, and a background in startup environments. A significant equity stake and full ownership are offered for this exclusive full-time commitment.

Qualifications

• Proven success in sales and customer engagement within B2B SaaS.
• Experience raising capital and crafting investor narratives.
• Previous founding or leadership roles in startup environments.

Responsibilities

• Win customers through pilot programs and pricing strategies.
• Collaborate to build and launch the initial product version.
• Lead fundraising efforts for the venture's seed round.
• Recruit and establish the founding team with a strong culture.

Skills

B2B SaaS sales

Customer engagement

Fundraising

People leadership

Startup experience

Fundraising fluency

People leadership

Industry experience

Job description

Overview

FutureSight seeks a visionary Founding CEO to launch an AI-powered data infrastructure venture for the $20B+ employee benefits ecosystem across brokers, MGAs, and mid‑market employers. The role involves building an AI platform that extracts and standardises benefits data, launches the first version, and drives growth and capital raising.

Responsibilities

• Win customers – Run pilots, shape pricing, and validate retention and expansion.
• Build the product – Work with FutureSight’s product/engineering pod to launch V1.
• Raise capital – Lead the seed round with our initial investment.
• Build your team – Hire your founding team and set the cultural foundation.

Qualifications

• Founder‑level drive – Motivated to co‑found a new venture as CEO.
• Startup scrappiness – Comfortable owning a venture from start to finish.
• Previous founding experience – Co‑founded a product company, B2B SaaS venture, or worked in a venture‑backed company.
• Risk appetite and capacity – Willingness to engage in entrepreneurial risk.
• GTM chops – Proven success in B2B SaaS sales, marketing, and customer engagement.
• Fundraising fluency – Able to craft investor narratives, close capital, and network in fintech and early‑stage communities.
• People leadership – Magnet for top talent; coach and culture carrier.
• Industry experience – Background in employee benefits, brokerage, or insurtech/HR data products.

Benefits & Expectations

• Daily active engagement with our team to launch the initial product, achieve first market traction, and prepare for seed fundraising.
• Full P/L ownership of the new entity.
• Significant equity stake in the business.
• Full‑time, exclusive commitment to building and owning a new SaaS venture.

FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.